130815-69-9Relevant academic research and scientific papers
Synthesis and in vitro characterization of ionone-based compounds as dual inhibitors of the androgen receptor and NF-κB
Liu, Weiguo,Zhou, Jinming,Geng, Guoyan,Lin, Rongtuan,Wu, Jian Hui
, p. 227 - 234 (2014)
Current therapeutic strategy for advanced prostate cancer is to suppress the androgen receptor (AR) signaling. However, lethal castration-resistant prostate cancer (CRPC) arises due to AR reactivation via multiple mechanisms, including mutations in the AR and cross-talk with other pathways such as NF-κB. We have previously identified two ionone-based antiandrogens (SC97 and SC245), which are full antagonists of the wild type and the clinically-relevant T877A, W741C and H874Y mutated ARs. Here, we discovered SC97 and SC245 also inhibit NF-κB. By synthesizing a series of derivatives of these two compounds, we have discovered a novel compound 3b that potently inhibits both AR and NF-κB signalling, including the AR F876L mutant. Compound 3b showed low micromolar antiproliferative activites in C4-2B and 22Rv1 cells, which express mutated ARs and are androgen-independent, as well as DU-145 and PC-3 cells, which exhibit constitutively activated NF-κB signalling. Our studies indicate 3b is effective against the CRPC cells.
Synthese der (3S,4R,3'S,4'R)- und (3S,4S,3'S,4'S)-Crustaxanthine sowie weiterer Verbindungen mit 3,4-Dihydroxy-β-Endgruppen
Buschor, Daniel Jacques,Eugster, Conrad Hans
, p. 1002 - 1021 (2007/10/02)
Starting from 3, the enantiomerically pure title compounds were synthesized in eight steps.Spectra and HPLC systems are presented that allow a distinction between these isomers.
